ChemicalBook Product Catalog Biochemical Engineering Biochemical Reagents Agonist Inhibitors 4-[4-(1-methyl-1H-pyrazol-4-yl)-1-[2-(1-methyl-1H-pyrazol-4-yl)ethyl]-1H-imidazol-5-yl]-benzonitrile

4-[4-(1-methyl-1H-pyrazol-4-yl)-1-[2-(1-methyl-1H-pyrazol-4-yl)ethyl]-1H-imidazol-5-yl]-benzonitrile

Product Name4-[4-(1-methyl-1H-pyrazol-4-yl)-1-[2-(1-methyl-1H-pyrazol-4-yl)ethyl]-1H-imidazol-5-yl]-benzonitrile
CAS1665195-94-7
MFC20H19N7
MW357.41
EINECS
MOL File1665195-94-7.mol

Chemical Properties

Boiling point	632.8±55.0 °C(Predicted)
Density	1.26±0.1 g/cm3(Predicted)
storage temp.	2-8°C
solubility	DMSO:18.58(Max Conc. mg/mL);51.99(Max Conc. mM) DMF:20.0(Max Conc. mg/mL);55.96(Max Conc. mM) DMF:PBS (pH 7.2) (1:1):0.5(Max Conc. mg/mL);1.4(Max Conc. mM) Ethanol:13.37(Max Conc. mg/mL);37.41(Max Conc. mM)
form	A crystalline solid
pka	4.29±0.61(Predicted)
color	Off-white to light yellow
InChI	1S/C20H19N7/c1-25-12-16(10-23-25)7-8-27-14-22-19(18-11-24-26(2)13-18)20(27)17-5-3-15(9-21)4-6-17/h3-6,10-14H,7-8H2,1-2H3
InChIKey	RRZVGDGTWNQAPW-UHFFFAOYSA-N
SMILES	CN(N=C1)C=C1CCN2C=NC(C3=CN(C)N=C3)=C2C4=CC=C(C#N)C=C4

Safety Information

WGK Germany	WGK 3
Storage Class	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Acute Tox. 3 Oral

Usage And Synthesis

Description

BAZ2A/B are bromodomain-containing proteins whose biological function, while not yet confirmed, is believed to function similarly to ACF1, the Drosophila BAZ2B ortholog. ACF complexes play roles in establishing regular nucleosome spacing during chromatin assembly and influencing different remodeling outcomes at target loci. A rare allele of BAZ2B has been identified to be a predictor of Sudden Cardiac Death. BAZ2-ICR is a small molecule inhibitor of BAZ2A (K_d = 109 nM; IC₅₀ = 130 nM) and BAZ2B (K_d = 170 nM; IC₅₀ = 180 nM) bromodomains. It demonstrates 15-fold selectivity for binding BAZ2A/B over CECR2 and >100-fold selectivity over all other bromodomains. BAZ2-ICR has been shown to displace BAZ2 bromodomains in living cells by demonstrating accelerated FRAP recovery at 1 μM in the BAZ2A FRAP assay. See the Structural Genomics Consortium (SGC) website for more information.

Uses

BAZ2-ICR is a selective BAZ2 bromodomain inhibitor (IC50 values are 130 and 180 nM for BAZ2A and BAZ2B respectively). Exhibits 15-fold selectivity for the BAZ2 bromodomain over the CERC2 bromodomain and >100-fold selectivity over a range of other bromodomains. Accelerates FRAP recovery in a BAZ2A FRAP assay.

in vivo

BAZ2-ICR (Compound 13) shows very high solubility (25 mM in D2O), a measured log D of 1.05, high stability in mouse microsomes, and permeation in the CaCo-2 model and thus a suitable profile for oral and intravenous gavage. BAZ2-ICR (5 mg/kg) shows 70% bioavailability and moderate clearance (～50% of mouse liver blood flow) and volume of distribution^[1].

storage

Store at -20°C

References

[1] LUDOVIC DROUIN. Structure Enabled Design of BAZ2-ICR, A Chemical Probe Targeting the Bromodomains of BAZ2A and BAZ2B[J]. Journal of Medicinal Chemistry, 2015, 58 5: 2553-2559. DOI: 10.1021/jm501963e

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